Benzyladenine

Basic Info

Common NameBenzyladenine(F05897)
2D Structure
FRCD IDF05897
CAS Number1214-39-7
PubChem CID62389
FormulaC12H11N5
IUPAC Name

N-benzyl-7H-purin-6-amine

InChI Key

NWBJYWHLCVSVIJ-UHFFFAOYSA-N

InChI

InChI=1S/C12H11N5/c1-2-4-9(5-3-1)6-13-11-10-12(15-7-14-10)17-8-16-11/h1-5,7-8H,6H2,(H2,13,14,15,16,17)

Canonical SMILES

C1=CC=C(C=C1)CNC2=NC=NC3=C2NC=N3

Isomeric SMILES

C1=CC=C(C=C1)CNC2=NC=NC3=C2NC=N3

Synonyms
        
            6-(Benzylamino)purine
        
            6-Benzylaminopurine
        
            1214-39-7
        
            Benzyladenine
        
            N6-Benzyladenine
        
            N-Benzyl-9H-purin-6-amine
        
            N-Benzyladenine
        
            6-Benzyladenine
        
            Cytokinin B
        
            Adenine, N-benzyl-
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassImidazopyrimidines
SubclassPurines and purine derivatives
Intermediate Tree Nodes6-aminopurines
Direct Parent6-alkylaminopurines
Alternative Parents
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents6-alkylaminopurine - Benzylamine - Aminopyrimidine - Secondary aliphatic/aromatic amine - Monocyclic benzene moiety - Pyrimidine - Benzenoid - Imidolactam - Imidazole - Heteroaromatic compound - Azole - Secondary amine - Azacycle - Hydrocarbon derivative - Organic nitrogen compound - Organonitrogen compound - Organopnictogen compound - Amine - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as 6-alkylaminopurines. These are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.

Properties

Property NameProperty Value
Molecular Weight225.255
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Complexity241
Monoisotopic Mass225.101
Exact Mass225.101
XLogP2.1
Formal Charge0
Heavy Atom Count17
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9744
Human Intestinal AbsorptionHIA+0.9630
Caco-2 PermeabilityCaco2-0.6513
P-glycoprotein SubstrateNon-substrate0.5073
P-glycoprotein InhibitorNon-inhibitor0.9224
Non-inhibitor0.7697
Renal Organic Cation TransporterNon-inhibitor0.5919
Distribution
Subcellular localizationNucleus0.6114
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8464
CYP450 2D6 SubstrateNon-substrate0.8098
CYP450 3A4 SubstrateNon-substrate0.7115
CYP450 1A2 InhibitorInhibitor0.9120
CYP450 2C9 InhibitorNon-inhibitor0.9455
CYP450 2D6 InhibitorNon-inhibitor0.7577
CYP450 2C19 InhibitorNon-inhibitor0.9176
CYP450 3A4 InhibitorNon-inhibitor0.7453
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.5938
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8992
Non-inhibitor0.6611
AMES ToxicityNon AMES toxic0.7207
CarcinogensNon-carcinogens0.9183
Fish ToxicityHigh FHMT0.6964
Tetrahymena Pyriformis ToxicityHigh TPT0.9201
Honey Bee ToxicityLow HBT0.7921
BiodegradationNot ready biodegradable0.9963
Acute Oral ToxicityIII0.7540
Carcinogenicity (Three-class)Non-required0.5238
Model Value Unit
Absorption
Aqueous solubility-2.6872LogS
Caco-2 Permeability0.4078LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.3384LD50, mol/kg
Fish Toxicity1.8690pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.3904pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
OnionJapan0.02ppm
ArtichokeJapan0.5ppm
SalsifyJapan0.02ppm
BurdockJapan0.02ppm
Other HerbsJapan0.5ppm
Other SpicesJapan0.5ppm
HopJapan0.02ppm
Cacao BeansJapan0.02ppm
Coffee BeansJapan0.02ppm
TeaJapan0.02ppm
Other NutsJapan0.02ppm
WalnutJapan0.02ppm
AlmondJapan0.02ppm
PecanJapan0.02ppm
ChestnutJapan0.02ppm
Ginkgo NutJapan0.02ppm
Other Oil SeedsJapan0.02ppm
RapeseedsJapan0.02ppm
Cotton SeedsJapan0.02ppm
Safflower SeedsJapan0.02ppm

References

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Simultaneous determination of plant growth regulator and pesticides in beansprouts by liquid chromatography-tandem mass spectrometry.Food Chem2016 Oct 127132845
Somatic Embryogenesis and Plant Regeneration in Sapindus mukorossi Gaertn. fromLeaf-Derived Callus Induced with 6-Benzylaminopurine.Appl Biochem Biotechnol2015 Sep26208689
[Tissue cultivation of Lonicera macranthoides 'Yuleil'].Zhong Yao Cai2014 Jul25566642
Somatic embryo-like structures of strawberry regenerated in vitro on mediasupplemented with 2,4-D and BAP.Indian J Exp Biol2013 Sep24377134
A comparative study of anti-Candida activity and phenolic contents of thecalluses from Lythrum salicaria L. in different treatments.Appl Biochem Biotechnol2013 May23494219
Maintaining quality and bioactive compounds of broccoli by combined treatmentwith 1-methylcyclopropene and 6-benzylaminopurine.J Sci Food Agric2013 Mar 3022936606
6-Benzylaminopurine alleviates chilling injury of postharvest cucumber fruit through modulating antioxidant system and energy status.J Sci Food Agric2013 Jun23258766
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In vitro propagation of Dioscorea alata var. purpurae.Appl Biochem Biotechnol2012 Jul22476929
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